Margaritaville Single Family Homes For Sale in Kissimmee - 15 homes

Remarks: Short Sale. AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: CURRENTLY LEASED WITH GREAT TENANTS FOR $3,900 PER MONTH THROUGH 12/4/26! LEASE CAN BE ASSIGNED TO NEW BUYER! GORGEOUS 1990-A Model 3-Story Cottage For Sale at Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. All Bedrooms Feature En-Suite Bathrooms. Kitchen has QUARTZ Countertops and Door Leading to Large Paved Patio with Shell Pathways, Palm Trees and Tropical Foliage. Home also Features Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, Built-in Closet Shelving, TANKLESS WATER HEATER, FULL SIZE W/D and Half Bathroom on First Floor. First Floor has Spacious Living Room Area and Kitchen. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: MOST SOUGHT AFTER FLOOR PLAN IN ALL OF MARGARITAVILLE RESORT ORLANDO! THESE RARELY COME UP AND THIS IS THE ONLY ONE OF IT'S KIND ON MARKET! Beautifully furnished corner-lot 1818-A cottage featuring 3 bedrooms and 3.5 bathrooms in one of Central Florida’s premier resort communities. Ideal as a full-time residence, second home, or income-producing vacation rental. Each bedroom offers a private EN-SUITE BATH with DUAL SINKS, providing comfort and privacy for owners and guests alike. The SPACIOUS second-floor loft creates an additional living area with access to a private balcony overlooking the lush tropical backyard and patio. The open-concept kitchen is appointed with upgraded appliances, quartz countertops, and an ISLAND with seating, flowing seamlessly into the bright dining area surrounded by windows. French doors from the living room lead to a charming paver patio and beautifully landscaped yard with winding sand and shell pathways through tropical foliage. Additional highlights include wood-look tile flooring throughout, ceiling fans in all rooms, side-by-side washer and dryer, and an upgraded TILE ROOF. Furniture and Housewares are included in the list price, along with blinds, drapery, TVs, artwork, kitchenware, dishware, linens, and décor. Located within the one-of-a-kind Margaritaville Resort Orlando with resort pools, fitness center, spa, water park, dining, shopping, entertainment, and the vibrant Promenade at Sunset Walk, all just minutes from Walt Disney World and Orlando’s top attractions. This is more than a home, it’s a vacation-inspired lifestyle where every day feels like a getaway.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Under contract-accepting backup offers. RARE AND UNIQUE 1306-C CORNER LOT Cottage with 2 Bedrooms, 2.5 Bathrooms and a HOT TUB in MARGARITAVILLE RESORT ORLANDO! PREMIUM PHASE 1 LOCATION Just Steps Away From All the Resort Amenities! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! You Cannot Get any Closer than This! High-End ETHAN ALLEN Furnishings and Housewares INCLUDED IN LIST PRICE (Original Cost $48k)! This Amazing Home Features Both En Suite Bedrooms with King Beds Upstairs, One with Balcony Access. Upgraded "IN PARADISE" Wood Tile Floors, QUARTZ Countertops with Breakfast Bar in Kitchen! Large Backyard with Beautiful Shell Pathways and Palm Trees! Furniture/Houseware Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: GORGEOUS 2-Story Cottage in Margaritaville Resort Orlando! FULLY FURNISHED with MRO Approved City Furniture "CARIBBEAN OASIS". This BEAUTIFUL 1539-C Model Features 3 Bedrooms and 3 Bathrooms and the 'SON OF A SAILOR' INTERIOR UPGRADES. Home Features Primary En Suite Bedroom Located on First Floor, QUARTZ Countertops, Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. Upstairs You Will Find Two More Bedrooms (One En Suite), a BONUS Room With Twin Bed and High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Gorgeous Cottage at Margaritaville Resort Orlando! 1131-B Model 2 Bedrooms, 2 Bathrooms with Upgraded Tile Roof! Primary Bedroom Downstairs with En Suite Bathroom and Door Leading to Spacious Backyard Patio with HOT TUB Overlooking Gorgeous Backyard Landscaping with Beautiful Foliage! Covered Front Porch, Upstairs Oversized Bedroom with En Suite Bathroom and Balcony. Upgraded Appliances, Flooring, Large Capacity Washer and Dryer, Ceiling Fans Throughout, Kitchen with Quartz Countertops! In-Ceiling Speakers in Living Room that Connects to TV or Phone Via App! List Price INCLUDES Furniture and Housewares. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: 'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Model, 8 Bedrooms, 8 Full Bathrooms and 1 Half Bathroom with IN PARADISE Upgrade. This Amazing Home Features Two En Suite Bedrooms on First Floor, Large Kitchen with Tiled Backsplash and Breakfast Bar, Spacious Pantry with CUSTOM SHELVING, Living Room with Sliders that Lead to Beautiful Paved Patio, Fenced In Backyard has Covered Area, Cabana Bath, Outdoor Speakers and 3 TV Hookups, In-Ground Pool and Spa with Spectacular SUNSET VIEWS Over the Lake! Second Floor has Master Suite with Separate Tub and Shower, CUSTOM BUILT CLOSET and Access to Balcony Overlooking Backyard. Three En Suite Bedrooms Complete Second Floor with Hallway Access to the Large Front Balcony. Third Floor has Upgraded Mosaic Tiled Alcoves which Compliment the Stairs leading to a Suite with Separate Tub and Shower, Access to Huge Tiled and COVERED PARTY DECK with Sweeping Lake Views. Loft with Wet Bar is Next to the Eighth Bedroom with Full Bathroom. Home also has Covered Front Porch, Upgraded 'Wood' Tile Flooring, Quartz Countertops. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS! There's Nothing Like Living the Margaritaville Lifestyle in Paradise!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: 'CABANA BREEZE' Cottage For Sale with PREMIUM RESORT LOCATION JUST STEPS AWAY FROM ALL THE RESORT AMENITIES! YOU CAN'T GET ANY CLOSER THAN THIS! Model 1384-A Features 3 Bedrooms and 3 Full Bathrooms with ADDITIONAL BONUS ROOM and Margaritaville HOT TUB! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Home Features a Primary En Suite Bedroom Downstairs with Access to Backyard that has a Paved Patio and HOT TUB! Second Floor has Another En Suite Bedroom Along with Third Bedroom and Full Bathroom, High Capacity W/D and Bonus Room with Built in Twin Bed. List Price INCLUDES MRO Approved High End Ethan Allen “Beach House” Furniture/Housewares. Furniture/Housewares also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Property is Turn Key! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! Come and Enjoy the Good Life in Margaritaville!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Under contract-accepting backup offers. UNIQUE & BEAUTIFUL Cottage Located in Margaritaville Resort Orlando Close to the Amenities! This Home has a Spacious 2 Bedroom and 2.5 Bathroom Floorplan With EXTENDED SEPARATED INDOOR LIVING SPACE IN PRIMARY BEDROOM! List Price INCLUDES HIGH-END ETHAN ALLEN "BEACH THEME" MRO Approved Furniture and Housewares. Upgraded Appliances and "WOOD" Tile Flooring, Kitchen has QUARTZ Countertops, Large Counter Space and Windows with Lots of Natural Light and Large Capacity Washer and Dryer. The Door from the Kitchen Leads you to a Beautiful Patio, Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Experience the Margaritaville lifestyle in the heart of Kissimmee, Florida, just minutes from Walt Disney World and Central Florida’s top attractions. This spacious 5 bedroom, 5.5 bathroom cottage is located in a premier vacation home community known for its unmatched amenities and vibrant atmosphere. Positioned within close proximity to the resort pool, spa, gym, and entertainment, this home offers both convenience and an elevated guest experience. The interior features upgraded countertops, stainless steel appliances, and wood look tile flooring that blends style with durability. Designed with both comfort and income potential in mind, each bedroom includes its own bathroom access, providing privacy for owners and guests alike. The primary bedroom offers a peaceful retreat with its own en suite bathroom. This home is located in a sold out resort community that allows for short term rentals, making it an ideal investment opportunity, vacation home, or full time residence. Enjoy access to multiple pools, a water park, fitness center, full service spa, and Sunset Walk, where you will find dining, shopping, bars, and live music just moments away. Situated in Kissimmee near Orlando, this property offers easy access to Disney Parks, major roadways, and everything Central Florida has to offer.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Jessica Estrada (863-409-1771)

Remarks: STUNNING FULLY FURNISHED COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO with PRIVATE HEATED POOL AND SPA!. This Cottage has 4 Bedrooms, 4 Full Baths, Upgraded "Wood" Tile Flooring, Stainless Steel Appliances and Ceiling Fans Throughout. Kitchen has Large Counter Space, High End Granite Countertops and Windows with Lots of Natural Light. Primary Bedroom on the First Floor with En-Suite Bathroom, Separate Shower and Separate Tub. Three Additional Bedrooms with Access to a Large Balcony Overlooking the Pool. Living Area with Indoor/Outdoor Access to Backyard with a Paved Patio, HEATED POOL AND SPA. High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Escape to paradise at 8019 Knee Deep Rd, a stunning 5-bedroom, 4-bathroom retreat located in the world-renowned Margaritaville Resort Orlando. This fully furnished cottage is a turnkey masterpiece, featuring high-end tropical decor. Designed for the ultimate indoor-outdoor lifestyle, the spacious open floor plan leads directly to your own private oasis: a PRIVATE POOL & SPA—a rare and highly coveted feature within the resort that significantly boosts rental demand and property value. Investing in this property means more than just owning a home; it’s owning a lifestyle. Residents and guests enjoy 5-star amenities, including the Island H2O Live! Water Park, the Fins Up Beach Club with lagoon-style pools, the signature St. Somewhere Spa, and a state-of-the-art fitness center. Located just minutes from Walt Disney World, Universal Orlando, and the vibrant dining and entertainment district at Sunset Walk, this home is perfectly positioned for high-occupancy short-term rentals or a premier vacation getaway. Whether you’re looking for a lucrative investment or a personal piece of the "island life," this property delivers on every front.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Experience resort-style living in this stunning 5-bedroom, 5.5-bath cottage located in the highly sought-after Margaritaville Resort Orlando. Perfectly positioned on an oversized corner lot, this home offers exceptional privacy along with its own private pool and heated spa, creating the ideal setting for relaxation or entertaining. This beautifully designed two-story floor plan comes fully furnished, with every detail thoughtfully selected to create a light, airy, coastal atmosphere. Soft mint and pastel yellow tones, wood-plank tile flooring, and energy-efficient stainless steel appliances all come together to provide both style and function. Natural light fills the home, enhancing the bright “beach breeze” ambiance throughout. The layout features two bedrooms on the first floor and three bedrooms upstairs, including a spacious primary suite. Each of the three second-floor bedrooms boasts its own en-suite bathroom, ensuring comfort and convenience for guests. The two upstairs guest rooms offer private balconies, while the primary suite also enjoys access to outdoor space for peaceful moments of retreat. A dedicated half-bath off the lanai adds extra ease for poolside living. Located within Margaritaville Resort, residents and guests enjoy world-class amenities and a prime location with quick access to major highways, shopping, dining, and—best of all—the Disney parks. Whether you're seeking a high-performing short-term rental investment or a beautiful place to call home long-term, this cottage embodies the ultimate laid-back Florida lifestyle.

Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)

Listing Agent: Troy Boss (315-335-4622)

Remarks: Feeling stuck? Looking for a vacation home or a home that FEELS like vacation? Longing for that “Lost Shaker of Salt”?! The Margaritaville Resort Cottages can solve ALL these woes! This world famous resort exudes cheer with a colorful palette of tropical hues and lush landscaping! Imagine owning a 3 story Island style home drenched in aqua blue with stylish awnings and crisp white balconies, this wins hands down for curb appeal!! Worth mentioning is the quality construction and choice of a concrete tile roof in lieu of shingles and a center of state location! The interior is fully furnished with superbly crafted Ethan Allen furniture guaranteed to last with solid wood construction and durable fabrics, a 55k package. All bedding & linens are from the Margaritaville Hotel, ensuring the same luxurious slumber! Everything is included from tv’s to modems to artwork and silverware! All appliances large and small also convey! Luxury vinyl plank keeps things cohesive and very low maintenance. This floor plan is spacious and gives plenty of privacy to large parties looking to kick back and relax! The backyard has a new hot tub and is a great spot to lounge and enjoy a cocktail or two, because it’s always 5 o’clock somewhere! Yes, it can get catchy…so don’t blow out your flip flop or step on a pop top rushing to see this amazing life you could be living or benefitting from! A cheeseburger in paradise is an understatement with an incredible array of restaurants and specialty shoppes throughout the resort. Sunset Walk offers an array of international delicacies. Dine and dance the night away at Estefan’s Kitchen enjoying decadent Cuban cuisine or pop into the Wharf for fresh seafood, a cold beer and live music! With countless choices and activities you’ll never run out of new experiences to try and savor. On site make a splash at the Island H20 water park, one of the many pools or jump on the free shuttle to the parks! A reservation is required thru Fins Up Beach Resort.

Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)

Listing Agent: Autumn Makin (352-455-0044)

Remarks: Welcome to your slice of paradise in the heart of the world-famous Margaritaville Resort Orlando, where "no worries" isn't just a lyric — it's the lifestyle. This fully furnished, turnkey getaway offers 3 bedrooms plus a versatile open-concept den that flows seamlessly into the main living space, easily serving as a 4th sleeping retreat, home office, game room, or sunset lounge — however your tribe likes to unwind. The airy, door-free design keeps the vibe breezy, social, and wide open, just the way island living should be. Inside, a spacious floor plan welcomes you home, while the outdoor patio invites you to soak up that glorious Florida sunshine (frozen concoction in hand, of course ??). Recent updates include fresh living room furnishings and brand-new toilets throughout — rental-ready and waiting for its next happy crew. Step outside and the resort rolls out the red carpet: the sprawling Fins Up! Beach Club, zero-entry lagoon pools, the blissful St. Somewhere Spa, a state-of-the-art fitness center, kids' club, and the on-site Island H2O water park. When the sun goes down, the Sunset Walk entertainment district lights up with dining, shopping, and live music just steps away. Minutes from Walt Disney World, Universal Orlando, and SeaWorld, this home is perfectly parked near Central Florida's biggest thrills and best bites. Whether you're chasing a high-performing short-term rental investment or your own personal escape to Margaritaville, this one checks every box on the paradise list. Fins up — your getaway starts here.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)